Hexylyl resorcinol



. Patented Nov. '15, 1927.

neural STATES- PATENT QF-FICE.

mun n. 1 Donna, or BALTIMORE, MARYLAND, nssrenon TO snimr & ZDOHME,

nm, or BAL'rmoBn-MABYLAND, A conrona'rron or NEW JERSEY.

HEXYLYL RESOBCIINOL.

Ho Drawing.

This invention relates to normal hexylyl resorcinol havin the following formula c ngom cocjr t The normal hexylyl resorcinol may be prepared by acting on resorcinol with caproic acid in the presence of a condensing agent, such as zinc chloride, at an elevated temperature. V

The normal hexylyl resorcinol can be pro- 10 duced, for example, by theprocess of the following specific example:

parts of anhydrous zinc chloride are dissolved in 100 parts of normal caproic' acid, the solution being aided by heating and stirring. While the temperature is maintained near 135 (1., 33 parts of resorcinol are gradually added over a period of about 20 minutemand the reaction mixture is then stirred for a period of about three 20 hours at a temperature of about 135 to 145 C. At the end of this time an equal volume of Water is added and the mixture is further stirred. The oily reaction product rises to the surface, is separated from the aqueous layer, and washed with an equal volume of water and the water then separated from the washed product. The washed product is then'distilled in vacuo; the traces of water and thy-excess normal caproic acid being first distilled off, and finally the hexylyl resorcinol distills'over.

The hexylyl resoreinol may he further purified by redistillating and crystallization Application filed April 29, 1925. Serial No. 26,816.

from a mixture of toluene and petroleum ether. On redistillation the distillate solidifies giving a product of melting point around 5255 C. Normal hexylyl resorcinol, when crystallized from toluene-petn leum ether, has a melting point of 54.5 to

56= C. The hexylyl resorcinol has a boil- 4o hexylyl resor'cinol having the following 55 formula (3 H (OH) .CQCH,.(ll-I .CH Cl-I CH 2. As a new product pure normal hexylyl resorcinol having the following formula C H (OH) 2-00-CH2-CH2-GH2-CH2-CH3': be- I ing a crystalline solid having a .melting point of about 54.5 to 56 C. and boiling at about to 200 C. at 8 mm. pressure."

In testimony whereof I afiix my signature.

ALFRED R. L. DOHLE. 

